Borneol


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borneol

[′bȯr·nē‚ȯl]
(organic chemistry)
C10H17OH White lumps with camphor odor; insoluble in water, soluble in alcohol; melting point 203°C; used in perfumes, medicine, and chemical synthesis.

Borneol

 

bornyl alcohol, a secondary alcohol of the bicyclic terpene group. Borneol has an endo configuration; its isomer, called isoborneol, has an exo configuration. [The (CH3)2C group is located outside the plane of the ring.]

Borneol and isoborneol contain an asymmetric carbon atom (denoted by an asterisk), and therefore each of them exists in two optically active forms and one inactive racemic form (−, +, and ±). Borneo camphor, (+)-borneol, is contained in the secretions of the tree Dryobanalops camphora, which grows on the islands of Borneo and Sumatra, as well as in rosemary, lavender, and camphor oils. The acetate form, ( − )-borneol, is contained in the coniferous needle of the Siberian pine. Both (+)-borneol and (−)-borneol have a melting point Tm = 208.5° C, boiling point Tb = 212° C, and angle of rotation of the plane of polarization [α]D20 = ±37.9°; and both sublimate. The racemate (±)-borneol melts at 210.3° C. Both (−)-borneol and (±)-borneol are components of valerian oil.

Borneol is converted into camphor upon oxidation and catalytic dehydrogenation; the dehydration of borneol leads to camphene. The primary method of obtaining borneol is the hydration of pinene, which is contained in turpentine. Borneol is used in the production of camphor.

Isoborneol (Tm= 214° C) is not found in nature; it is obtained from camphene.

References in periodicals archive ?
Antimicrobial activity of essential oils has been mainly attributed to the presence of 1, 8-cineole, [beta]-thujone, camphor, borneol and p-cymene (PIEROZAN & al.
TR * Componente quimico alecrim-pimenta (%) capim-santo (%) 9,35 Felandreno 0,07 -9,48 Alfapineno 1,92 -10,08 Canfeno 3,76 -12,50 Betamirceno 0,94 15,11 13,46 Alfaterpineno 1,16 -13,83 Benzeno 14,49 -15,56 Gamaterpineno 8,05 -20,93 Borneol 11,38 0,42 24,33 Metiltimil eter 8,32 -24,93 Z-citral -- 34,05 26,43 I?
This is the same weekly process of cleaning and perfuming that involves the replacement of the most famous aromatic adornment of this image, the large white trapezoid mass of molded borneol camphor that adorns the forehead of the image, bisected by a groove filled with a dark-colored paste of musk and sandalwood.
Its chemical structure contains such compounds as oleoresin, geranial, neral, b-fellandren, sineol, borneol, bisabolen, zingiberen, gingeroles, sogaoles, diterpenes, lypids, protein, starch and vitamins.
Ada cayi yapraklarinin damitilmasi ile elde edilen ada cayi yagi; salvene, pinene, camphor, cineole, borneol, thujone, sponin, diterpene, phenolic asit, salviatanin, ursokolik asit, kafeik asit ve flavonoidleri icerir (1-3).
Known as oil of curcuma, it contains borneol, cineol, curcumin, phellandrene, turmerone and zingerone.
However, due to restrictions of the zoo, we removed the experiments for borneol and eucalyptol; thus, only 4 experiments are presented here.
Isoborneol, borneol and cadinene demonstrated antiseptic properties, combined with the ability of juniper oil to stimulate kidney activity contributes to its use as a mild diuretic and as a hypotensive agent (Brandies 1996, Jean Valnet 1982, and Marcel 1990).
La composicion quimica del aceite esencial de Ambrosia trifida de China representa acetato de bornilo (15,5%), borneol (8,5%), oxido de cariofileno (8,3%), alfapineno (8,0%) atribuyendo a estos la actividad antibacteriana (Wang et al.
It contains camphor, pinene, cineole, dipentene, phellandrene, eugenol, safrole, caryophyllene, borneol, and possibly cinnamic and benzoic aldehydes.
10), (11), (12) Its essential oils are reported as borneol, 1,8-cineole, linalool, eugenol, and [alpha]-pinene.